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Rhodium(III)-Catalyzed Asymmetric Access to Spirocycles through C-H Activation and Axial-to-Central Chirality Transfer.

Lingheng KongXi HanSong LiuYun ZouYu LanXingwei Li
Published in: Angewandte Chemie (International ed. in English) (2020)
Axial-to-central chirality transfer is an important strategy to construct chiral centers, where the axially chiral reagents are mostly limited to atropomerically stable ones. Reported herein is a RhIII -catalyzed enantioselective spiroannulative synthesis of nitrones. The coupling proceeds via C-H arylation to give an atropomerically metastable biaryl, followed by intramolecular dearomative trapping under oxidative conditions with high degree of chirality transfer.
Keyphrases
  • room temperature
  • electron transfer
  • capillary electrophoresis
  • energy transfer